#USA #Chicago #Pet Insurance #Doubtless #Karl Wiley

Doubtless Appoints Karl Wiley as Regional President for North America

On October 6, 2026, the pet insurance and solutions organization, Doubtless, announced the appointment of Karl Wiley as the Regional President for North America, effective October 12, 2026. In this pivotal role, Wiley will direct Doubtless's operations across North America and oversee a portfolio of pet insurance and pet care brands. His leadership is expected to advance the organization’s mission of enhancing access to quality pet care and providing peace of mind for pet owners across the region.

Wiley takes over from Kirk Haggard, who is retiring after nearly four decades of service in the insurance industry, including his tenure as CEO of Independence Pet Holdings. Haggard played a vital role in the evolution of the company into what it is today, and his contribution has been greatly acknowledged by his colleagues.

Dirk Beeckman, the CEO of Doubtless, expressed confidence in Wiley's appointment, stating, "As we further Doubtless's leadership as a global pet care company, Karl brings the combination of operational excellence, customer focus, and growth leadership needed for our next chapter.” Beeckman highlighted Wiley’s track record of scaling businesses and leading high-performance teams which aligns perfectly with the organization's future objectives.

Wiley arrives at Doubtless with over 30 years of diverse experience across consumer and protection businesses. His professional background includes notable stints at companies such as Allstate, Shutterfly, and eBay, among others. He boasts expertise in areas such as strategy development, operational efficiency, and talent management, which are crucial for Doubtless's ongoing success and growth.

In his first remarks as the Regional President, Wiley stated, "I'm honored to join Doubtless at such an exciting moment in the company's journey. The opportunity to help more pet parents access the care their pets need while working alongside a talented team is incredibly compelling."

Doubtless has established a solid foundation and a clear mission to lead in the pet care industry. Operating in ten markets globally, the organization empowers pet owners and veterinary professionals to make care decisions based on medical needs rather than financial limitations. Protecting over 6 million insured pets, Doubtless is committed to promoting a culture of quality pet care.

As the organization welcomes Wiley, it also expresses gratitude towards Kirk Haggard for his leadership and valuable contributions over the years. Haggard's retirement marks the end of an era; his efforts have significantly strengthened the North American arm of the organization, positioned for long-term success.

With Karl Wiley at the helm of North American operations, Doubtless aims to continue expanding its offerings, increasing accessibility, and improving outcomes for pets and their owners alike. The team's dedication and innovative solutions reinforce Doubtless's commitment to elevating the standards of pet care globally, ensuring that all pets receive the quality care they deserve.

About Doubtless

Doubtless is a leading global pet insurance and solutions organization, focused on enhancing access to and quality of pet care. The merger of Independence Pet Holdings and Pinnacle Pet Group has culminated in the creation of Doubtless, which houses a diverse portfolio of trusted pet insurance brands and innovative pet care solutions. Committed to making pet care decisions easier for pet owners and veterinary professionals, Doubtless advocates for better health outcomes by placing medical needs before budget considerations.